2-[8-Hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dienyl]benzene-1,4-diol

Details

• Internal ID: 5ed62fc1-d1bd-4261-96eb-8fddda6d0a4c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Quinone and hydroquinone lipids > Prenylated hydroquinones
• IUPAC Name: 2-[8-hydroxy-3-(hydroxymethyl)-7-methylocta-2,6-dienyl]benzene-1,4-diol
• InChI: InChI=1S/C16H22O4/c1-12(10-17)3-2-4-13(11-18)5-6-14-9-15(19)7-8-16(14)20/h3,5,7-9,17-20H,2,4,6,10-11H2,1H3
• InChI Key: MUMBNEKSWRFQTG-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.34 g/mol
• Exact Mass: 278.15180918 g/mol
• Topological Polar Surface Area (TPSA): 80.90 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.28
• H-Bond Acceptor: 4
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9846	98.46%
Caco-2	-	0.5912	59.12%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.8741	87.41%
OATP2B1 inhibitior	-	0.5680	56.80%
OATP1B1 inhibitior	+	0.8933	89.33%
OATP1B3 inhibitior	+	0.9091	90.91%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.6602	66.02%
BSEP inhibitior	-	0.5206	52.06%
P-glycoprotein inhibitior	-	0.9386	93.86%
P-glycoprotein substrate	-	0.7865	78.65%
CYP3A4 substrate	-	0.5652	56.52%
CYP2C9 substrate	-	0.8110	81.10%
CYP2D6 substrate	-	0.6650	66.50%
CYP3A4 inhibition	+	0.6315	63.15%
CYP2C9 inhibition	-	0.7139	71.39%
CYP2C19 inhibition	-	0.6238	62.38%
CYP2D6 inhibition	-	0.7552	75.52%
CYP1A2 inhibition	+	0.6882	68.82%
CYP2C8 inhibition	-	0.6785	67.85%
CYP inhibitory promiscuity	-	0.5127	51.27%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7650	76.50%
Carcinogenicity (trinary)	Non-required	0.6745	67.45%
Eye corrosion	-	0.9731	97.31%
Eye irritation	+	0.6220	62.20%
Skin irritation	-	0.6838	68.38%
Skin corrosion	-	0.9392	93.92%
Ames mutagenesis	-	0.6500	65.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4114	41.14%
Micronuclear	-	0.9400	94.00%
Hepatotoxicity	-	0.5125	51.25%
skin sensitisation	+	0.5148	51.48%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	+	0.6000	60.00%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	+	0.4703	47.03%
Acute Oral Toxicity (c)	III	0.6579	65.79%
Estrogen receptor binding	+	0.7204	72.04%
Androgen receptor binding	+	0.5855	58.55%
Thyroid receptor binding	+	0.6176	61.76%
Glucocorticoid receptor binding	+	0.7419	74.19%
Aromatase binding	+	0.5945	59.45%
PPAR gamma	+	0.9118	91.18%
Honey bee toxicity	-	0.8963	89.63%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9952	99.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.61%	91.11%
CHEMBL2581	P07339	Cathepsin D	92.60%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	89.47%	94.73%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	86.79%	93.10%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.79%	96.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.30%	86.33%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.89%	99.15%
CHEMBL4769	O95749	Geranylgeranyl pyrophosphate synthetase	84.80%	92.08%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.36%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.85%	95.56%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	82.39%	91.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.64%	94.45%
CHEMBL242	Q92731	Estrogen receptor beta	80.06%	98.35%

Plants that contains it

• Cordia alliodora
• Cordia elaeagnoides

Cross-Links

• PubChem: 579894
• LOTUS: LTS0130189
• wikiData: Q105172537